Vacation rentals in Sun Prairie

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Top-rated vacation rentals in Sun Prairie

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Guest favorite

Home in Madison

4.95 out of 5 average rating, 303 reviews

Cottage Suite + Whirlpool Tub.

Welcome! This Suite is perfect for traveling professionals looking for long term accommodations. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & a welcoming rear pergola + table & chairs -Awesome WIFI -2 Smart TV 's -Full Kitchen -Washer & Dryer -Dishwasher -Off-Street parking -Quiet neighborhood -Reverse osmosis -Smart lock's -Whirlpool tub/shower + soaps *Convenient location to most everything Madison.

Jan 8 – 15

R3,122 ZAR per night

Guest favorite

Home in Madison

4.95 out of 5 average rating, 152 reviews

Grooviest | Quiet | Close | Upscale MCM | Records!

• ALL NEW RENOVATION, BRAND NEW LINENS, TOWELS, ETC • Two floor private home • Private backyard with patio & fire pits • Two TVs, one in living room, one in dining room • Luxury Mid Century Modern Stereo Console with records, bluetooth • Over 70 classic albums to listen to (jazz, rock, classical, eclectic) • Access to over 1000 classic albums at our downtown Music Studio • Electric fireplace with multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked • Vintage Bar Cart ;)

Dec 11 – 18

R2,675 ZAR per night

Guest favorite

Guest suite in Madison

4.97 out of 5 average rating, 295 reviews

Private & Clean Apartment Near Downtown & Airport

Private, sunny basement unit with separate entry accessible by keycode. 1 bedroom (queen), full bath, sitting area (2 twins/king bed), desk, WI-FI, TV, mini fridge, microwave, & coffee/tea. On street parking. Kid friendly! Note: We live with kids above the apartment - you will hear us walking around & some water pipes. 2-4 mi from Airport, Capitol, & UW Campus. Walk to brunch, pub, jazz lounge, bubble tea, grocery store, park, & bike path. Licensed by City & State. Paying all taxes & fees.

Aug 14 – 21

R1,611 ZAR per night

Guest favorite

Guest suite in Madison

4.99 out of 5 average rating, 149 reviews

Peaceful 2 BR/1 BA w/ patio, firepit & pool table

• 1400 sq.ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric fireplace • Pool and Air hockey table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

Jun 30 – Jul 7

R2,586 ZAR per night

Guest favorite

Guest suite in Middleton

5.0 out of 5 average rating, 114 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with two skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house but has its own outdoor entrance and is soundproofed for privacy. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Jul 23 – 30

R2,503 ZAR per night

Guest favorite

Home in Madison

4.88 out of 5 average rating, 209 reviews

Private apartment -2 Beds, Kitchen Office, Sunroom

COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.

Aug 1 – 8

R2,742 ZAR per night

Guest favorite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 245 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Jul 25 – Aug 1

R2,131 ZAR per night

Guest favorite

Tiny home in Darlington

4.98 out of 5 average rating, 590 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Sep 28 – Oct 5

R1,950 ZAR per night

Guest favorite

Cabin in Fox Lake

4.95 out of 5 average rating, 122 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Dec 3 – 10

R2,055 ZAR per night

Guest favorite

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 305 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Dec 2 – 9

R2,938 ZAR per night

Guest favorite

Apartment in Town of Sun Prairie

4.86 out of 5 average rating, 147 reviews

Whoa! Serene Country Garden Level Apartment

One bedroom, 1200 sq.ft. apartment in large, modern country home has full kitchen and private bathroom. The property is also the home of Blue Haven Stables, a working show horse stable. The apartment was recently remodeled and has beautiful views of fields and woods. Quiet. Private horse riding lessons available. Comfortable for two people. Just 30 minutes away from two downhill ski hills and 2 miles away from a county cross country ski park.

Aug 17 – 24

R2,601 ZAR per night

Guest favorite

Guesthouse in Stoughton

4.94 out of 5 average rating, 330 reviews

Country cabin, birders paradise.

Country cabin with small kitchen, SMALL BATHROOM, large porch, gardens and birds galore. Located in the country just south of Madison WI. Enjoy the country life, quiet yet close enough to the city to enjoy Madison's activities or Stoughton's Opera House. Sauna, Fire pit, hiking, ask about pets. WiFi is available but not reliable, this is a country setting with slow connections. Please communicate with me regarding pets before booking.

Mar 23 – 30

R1,767 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sun Prairie vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Sun Prairie's top sights

Marcus Palace Cinema14 locals recommend

Woodman's Food Market6 locals recommend

Costco Wholesale5 locals recommend

Nitty Gritty-Sun Prairie4 locals recommend

Full Mile Beer Company & Kitchen3 locals recommend

Target4 locals recommend

Other great vacation rentals in Sun Prairie

Guest favorite

Guest suite in Madison

4.94 out of 5 average rating, 323 reviews

Far Westside Home Away From Home

Sep 26 – Oct 3

R1,931 ZAR per night

Superhost

Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Aug 21 – 28

R2,392 ZAR per night

Guest favorite

Guesthouse in Belleville

4.98 out of 5 average rating, 211 reviews

Still Point Tiny House - (Zero Added Cleaning Fee)

Feb 8 – 15

R1,774 ZAR per night

Guest favorite

Home in Madison

4.99 out of 5 average rating, 300 reviews

Beautiful 3 Bedroom Apartment, Kitchen, Fireplace

Sep 30 – Oct 7

R3,461 ZAR per night

Guest favorite

Guest suite in Deerfield

4.96 out of 5 average rating, 27 reviews

Glacial Drumlin Guest Suite

Oct 29 – Nov 5

R2,318 ZAR per night

Guest favorite

Apartment in DeForest

5.0 out of 5 average rating, 20 reviews

Kid & pet friendly. 25 minutes to capitol

Jul 22 – 29

R2,143 ZAR per night

Guest favorite

Home in Windsor

4.81 out of 5 average rating, 84 reviews

3BR,1.5Ba half-duplex w/driveway near golf course

Oct 1 – 8

R2,647 ZAR per night

Guest favorite

Apartment in DeForest

4.98 out of 5 average rating, 41 reviews

Downtown DeForest | *Walk to Parks*

Jul 29 – Aug 5

R2,708 ZAR per night

Show all

Quick stats about vacation rentals in Sun Prairie

Total rentals
40 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
R383 ZAR before taxes and fees

Frequently Asked Questions

Do house rentals in Sun Prairie have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Sun Prairie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sun Prairie have wifi?
Absolutely! We offer over 10 house rentals with wifi in Sun Prairie. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Sun Prairie?
Four-legged friends are welcome in Sun Prairie. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Sun Prairie?
Experience the best of Sun Prairie with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Sun Prairie?
Yes! Work meets play with ease at over 10 vacation rentals in Sun Prairie featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Sun Prairie?
Make yourself at home in Sun Prairie by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Smith''s Crossing, and over 20 vacation rentals in Vandenburg Heights.
Do house rentals in Sun Prairie have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Sun Prairie. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Sun Prairie?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Sun Prairie

Top-rated vacation rentals in Sun Prairie

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Sun Prairie vacation rentals

Stay near Sun Prairie's top sights

Other great vacation rentals in Sun Prairie

Guest suite in Madison

Cabin in Edgerton

Guesthouse in Belleville

Home in Madison

Guest suite in Deerfield

Apartment in DeForest

Home in Windsor

Apartment in DeForest

Quick stats about vacation rentals in Sun Prairie

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Sun Prairie have air conditioning?

Do house rentals in Sun Prairie have wifi?

Are there pet-friendly vacation rentals in Sun Prairie?

How much does it cost to stay in house rentals in Sun Prairie?

Are there vacation rentals with a dedicated workspace in Sun Prairie?

Where should I stay in Sun Prairie?

Do house rentals in Sun Prairie have a bbq area?

What are the most popular amenities for House Rentals in Sun Prairie?

Destinations to explore